Nucleophilic Substitution of Oxazino-/Oxazolino-/Benzoxazin [3,2-b]indazoles: An Effective Route to 1H-Indazolones

作者:Donald Michael B; Conrad Wayne E; Oakdale James S; Butler Jeffrey D; Haddadin Makhluf J*; Kurth Mark J
来源:Organic Letters, 2010, 12(11): 2524-2527.
DOI:10.1021/ol100751n

摘要

A variety of nucleophiles, thiolates, alkoxides, amines, iodide, and cyanide, react with oxazino-, oxazolino-, and benzoxazin[3,2-b]indazoles under microwave conditions to yield a diverse set of 2-substituted 1H-indazolones. The synthetic utility of these indazoles is further demonstrated by ANRORC (addition of the nucleophile, ring-opening, and ring closure) reactions to yield isomeric pyrazoloindazolones by a process wherein iodide acts first as a nucleophile and subsequently as a leaving group.

  • 出版日期2010-6-4